potassium hydroxide; hydrazine hydrate; diethylene glycol 1.) reflux, 5 h; 2.) 230 deg C - 240 deg C, 20 h;

1: 48 percent / benzyltrimethylammonium hydroxide / methanol; 2-methyl-propan-2-ol / 10 - 20 °C 2: 92 percent / sodium hydroxide, water / 10 h / Heating 3: 62 percent / acetic anhydride / 14 h / Heating 4: 58 percent / potassium hydroxide, water / 6 h / 70 °C / Heating 5: 65 percent / 1.) hydrazine hydrate;2.) potassium hydroxide, diethylene glycol / 1.) reflux, 5 h; 2.) 230 deg C - 240 deg C, 20 h View Scheme

1: 92 percent / sodium hydroxide, water / 10 h / Heating 2: 62 percent / acetic anhydride / 14 h / Heating 3: 58 percent / potassium hydroxide, water / 6 h / 70 °C / Heating 4: 65 percent / 1.) hydrazine hydrate;2.) potassium hydroxide, diethylene glycol / 1.) reflux, 5 h; 2.) 230 deg C - 240 deg C, 20 h View Scheme

1: 58 percent / potassium hydroxide, water / 6 h / 70 °C / Heating 2: 65 percent / 1.) hydrazine hydrate;2.) potassium hydroxide, diethylene glycol / 1.) reflux, 5 h; 2.) 230 deg C - 240 deg C, 20 h View Scheme

1: 62 percent / acetic anhydride / 14 h / Heating 2: 58 percent / potassium hydroxide, water / 6 h / 70 °C / Heating 3: 65 percent / 1.) hydrazine hydrate;2.) potassium hydroxide, diethylene glycol / 1.) reflux, 5 h; 2.) 230 deg C - 240 deg C, 20 h View Scheme

hydrogen bromide; zinc dibromide T=60 - 70°C; 16 h; Heating;

1: 88 percent / SOCl2 / 0.33 h / Heating 2: 82 percent / AlCl3 / CH2Cl2 / 0.25 h / -15 °C 3: pyridine / 24 h / Ambient temperature View Scheme

1: 88 percent / SOCl2 / 0.33 h / Heating 2: 82 percent / AlCl3 / CH2Cl2 / 0.25 h / -15 °C 3: pyridine / 24 h / Ambient temperature View Scheme

1: 88 percent / SOCl2 / 0.33 h / Heating 2: 82 percent / AlCl3 / CH2Cl2 / 0.25 h / -15 °C 3: pyridine / 24 h / Ambient temperature View Scheme

1: 88 percent / SOCl2 / 0.33 h / Heating 2: 82 percent / AlCl3 / CH2Cl2 / 0.25 h / -15 °C 3: pyridine / 24 h / Ambient temperature View Scheme